Top Cigar Shops to Visit in Jacksonville, Florida

Jacksonville is home to a thriving cigar scene, offering everything from cozy lounges to well-stocked humidors. Whether you’re a seasoned smoker or a curious newcomer, these local cigar shops provide quality selections and welcoming atmospheres perfect for enjoying a premium smoke.

1. Windy City Cigars

At Windy City Cigars, we focus on providing a wide range of tobacco products through our online store. We’ve been operating since 2002, offering cigars, pipe tobacco, smoking accessories, and more to customers across the U.S. While we aren’t located in Jacksonville, our online shop ships directly to the area, making it easy for cigar enthusiasts there to access a broad catalog of products.

We carry well-known cigar brands such as Cohiba, Arturo Fuente, Romeo y Julieta, CAO, and many others. Our catalog also includes a selection of pipe tobaccos, cigarette tubes, rolling papers, lighters, and smoking pipes. Whether you’re looking for individual sticks, samplers, or boxes, our site is organized to help you find what you need.

Our platform is structured to support regular smokers as well as those who prefer to roll their own. With updated deals and regular additions to our inventory, we work to keep options fresh and accessible for different smoking preferences.

Key Highlights:

• Online cigar and tobacco shop with national shipping
• Includes major cigar brands and pipe tobacco options
• Large stock of smoking accessories, machines, and supplies
• Delivery available to Jacksonville and across the U.S.
• Inventory includes both cigars and roll-your-own tobacco products

Who Will Love This Place:

• Cigar smokers looking for popular national brands
• Pipe tobacco users wanting bulk or variety options
• Smokers who prefer to buy online and ship to Jacksonville
• People who roll their own cigarettes or use loose tobacco
• Those who want access to a wide range of smoking gear in one place

Contact Information:

• Website: windycitycigars.com
• Address: 912 Donata Ct, Lake Zurich, IL 60047
• Phone: (866) 233-8796
• E-mail: [email protected] 
• Facebook: www.facebook.com/windycitycigars.usa 
• Instagram: www.instagram.com/windy_city_cigars 

2. Dapper D’s Cigars

Dapper D’s Cigars operates out of Jacksonville and St. Johns, Florida, offering a variety of cigars and related products both in-store and online. The company maintains a selection that includes well-known cigar brands like Arturo Fuente, Padron, Montecristo, Drew Estate, and Perdomo. Customers in Jacksonville can visit two physical locations, or shop through the website for local delivery or shipping.

Alongside cigars, the store carries samplers, humidors, and smoking accessories. Membership options and event bookings are available, suggesting an interest in creating a regular customer base and hosting cigar-related gatherings. Their product listings are kept current, and selections include standard options and limited editions when available.

The company also offers an online shopping platform that supports shipping to Jacksonville-area addresses and beyond. Orders over a certain amount may qualify for free shipping, and there’s a basic rewards system for repeat customers.

Key Highlights:

• Two retail locations in Jacksonville and St. Johns, FL
• Online ordering with delivery available to Jacksonville
• Carries cigars from well-known manufacturers
• Includes samplers, accessories, and humidors
• Offers memberships and event booking

Who Will Love This Place:

• Jacksonville residents looking for a walk-in cigar shop
• Customers who prefer shopping for cigars online
• People interested in joining a cigar membership program
• Those who enjoy trying a variety of brands and formats
• Shoppers looking for limited edition or hard-to-find cigars

Contact Information:

• Website: www.dapperdscigars.com
• Address: 725 Skymark Drive Ste 3, Jacksonville, FL 32218
• Phone: (904) 530-0100
• E-mail: [email protected]
• Facebook: www.facebook.com/dapperdscigars
• Instagram: www.instagram.com/dapperdscigars

3. Second Wind Cigars

Second Wind Cigars is a cigar shop located in Jacksonville, Florida. The business focuses on maintaining a carefully curated selection of cigars and providing a space for cigar enthusiasts to connect. The shop emphasizes proper storage and handling of cigars, and the in-store environment includes a lounge area where visitors can relax and socialize.

The owner’s connection to cigars and the cigar community is reflected in the setup of the space, which supports both casual visits and longer stays. The lounge encourages conversation among visitors and provides a low-pressure environment for enjoying cigars. The shop also offers humidified locker rentals for regulars who want to store their cigars on-site.

Second Wind Cigars doesn’t operate as an online retailer, so those interested will need to visit in person. For cigar smokers in Jacksonville, the shop offers both products and a setting for community and downtime.

Key Highlights:

• Walk-in cigar shop with lounge in Jacksonville
• Focus on maintaining cigar quality and proper storage
• Humidified lockers available for annual rental
• Lounge space for in-person cigar smoking and socializing
• Offers private event booking

Who Will Love This Place:

• Jacksonville locals looking for a community-oriented cigar shop
• Smokers who want a consistent and well-maintained cigar selection
• People interested in spending time in a relaxed cigar lounge
• Visitors who value in-person connections over online ordering
• Regulars who want a locker to store cigars securely at the shop

Contact Information:

• Website: secondwindcigars.com
• Address: 3921 Hendricks Ave Jacksonville, FL 32207
• Phone: (904) 516-4712
• E-mail: [email protected]
• Facebook: www.facebook.com/secondwindcigars
• Instagram: www.instagram.com/secondwindcigars

4. Marmol Cigars

Marmol Cigars is based in Jacksonville, Florida, and offers a selection of handmade cigars, many of which are produced in the Dominican Republic. The shop focuses on providing house brands such as Marmol, Pueblo Nuevo, and Tasty Smoker, available in various blends and sizes. Visitors can shop in-store or place orders online with shipping available to Jacksonville and other locations. Orders over a certain amount may qualify for free shipping.

The company also offers cigar rolling services for events, which can be booked directly through the website. The cigar selection includes flavored and traditional options, as well as limited edition releases. While the store primarily promotes its own brands, it offers a range of handmade products designed for everyday smoking and special occasions.

Local customers can visit the physical location on Beach Blvd during regular business hours. The shop encourages contact in advance if customers need to visit outside standard times.

Key Highlights:

• Jacksonville-based cigar shop with in-store and online sales
• Carries house brands handmade in the Dominican Republic
• Offers flavored cigars and long filler options
• Hosts cigar roller entertainment events
• Provides local pickup and nationwide delivery

Who Will Love This Place:

• Jacksonville residents who prefer house-brand cigars
• Customers looking for affordable handmade cigar options
• People planning private events with cigar rolling
• Smokers interested in flavored cigar varieties
• Those wanting cigars shipped directly within the U.S.

Contact Information:

• Website: marmolcigarshop.com
• Address: 11041 Beach Blvd, Jacksonville, FL 32246
• Phone: (904) 587-9010
• E-mail: [email protected]
• Facebook: www.facebook.com/marmolcigars
• Instagram: www.instagram.com/marmolcigarsshop

5. Island Girl Cigar Bar (Gate Parkway)

Island Girl Cigar Bar operates several locations across the Jacksonville area, including the Gate Parkway spot. This cigar bar combines retail cigar sales with a full-service lounge and bar. The Gate Parkway location offers an indoor environment where customers can enjoy cigars with access to a full bar, wine, coffee, and televised sports.

The humidor includes a wide range of cigar options, and the space is open daily with extended hours, especially on weekends. The lounge regularly hosts events, including live music and other in-house entertainment. Seating is designed for socializing, with a mix of tables, bar seating, and lounge areas.

This location is part of a larger network of Island Girl lounges, all offering similar services, but each with its own atmosphere and community. It serves both regulars and visitors looking for a place to relax with a cigar, have a drink, or watch a game.

Key Highlights:

• Indoor cigar lounge with full bar and humidor
• Located in the Gate Parkway area of Jacksonville
• Daily operating hours with extended hours on weekends
• Televised sports and live music events
• Multiple Island Girl locations across Jacksonville

Who Will Love This Place:

• People looking for a cigar lounge with bar service
• Locals who enjoy spending evenings in a social setting
• Visitors who want to combine cigars with wine, cocktails, or coffee
• Sports fans looking for a cigar-friendly venue to watch games
• Cigar smokers interested in live events and a lounge atmosphere

Contact Information:

• Website: islandgirlcigarbar.com
• Address: 7860 Gate Pkwy, Jacksonville, FL 32256,USA
• Phone: 904.854.6060 
• Twitter: x.com/IslandGirlCigar
• Facebook: www.facebook.com/IslandGirl.CigarBar

6. Tobacco Cove

Tobacco Cove is a cigar and pipe shop located in Jacksonville, Florida. Operating since 1972, the shop offers a selection of cigars, pipe tobacco, and smoking accessories. The humidor includes a variety of premium cigar brands, and the store often features spotlight products such as those from My Father Cigars and other well-known names in the industry.

In addition to cigars, the store carries pipes and related gear. Tobacco Cove occasionally hosts events that include tastings, product launches, and gatherings for local customers. The shop’s environment supports both casual walk-ins and regular visitors looking for specific cigar lines or new releases.

Tobacco Cove is situated on Baymeadows Road and serves as a local spot for those interested in cigars, pipe smoking, or connecting with others who share those interests. It remains a walk-in retail location without an online ordering system.

Key Highlights:

• Long-standing cigar and pipe shop in Jacksonville
• Wide selection of cigars and premium tobacco
• Includes pipes and smoking accessories
• Hosts occasional tasting events and gatherings
• In-person retail location without online shopping

Who Will Love This Place:

• Jacksonville residents looking for a local cigar and pipe store
• Smokers who enjoy shopping in person and talking with staff
• People interested in attending occasional cigar events
• Pipe smokers seeking tobacco and accessories in-store
• Fans of brands like My Father Cigars and other premium lines

Contact Information:

• Website: tobaccocove.weebly.com
• Address: 3849 Baymeadows Rd., Jacksonville, FL 32217
• Phone: (904) 731-2890
• E-mail: [email protected]
• Facebook: www.facebook.com/Baymeadowsrd

7. Founders Cigar Company

Founders Cigar Company is an online cigar brand offering a line of Dominican-made cigars that can be ordered directly or through local retailers. The company started during the early months of 2020 as a way for a small group of friends to stay connected. That origin shaped the brand’s focus on community and social connection through cigars.

The cigar line includes several blends such as Candela, Connecticut, Habano, Maduro, and dual-wrap styles, each named after historical figures like Hamilton, Franklin, Douglass, and Roosevelt. The cigars are handcrafted in the Dominican Republic and shipped throughout the United States. Although Founders doesn’t have a physical retail shop in Jacksonville, their cigars can be ordered online with delivery available to the area.

In addition to direct sales, the brand supports cigar-related causes and has contributed donations to service members through various programs. Customers can also find Founders cigars at selected local shops via the retailer locator.

Key Highlights:

• Online cigar brand offering Dominican-made blends
• Several options named after American historical figures
• Cigar orders available for delivery to Jacksonville
• Retailer locator helps customers find shops carrying the cigars
• Actively participates in cigar donations to military programs

Who Will Love This Place:

• Cigar smokers looking to try boutique or private-label brands
• People in Jacksonville who prefer to order cigars online
• Fans of Dominican tobacco blends in a range of styles
• Those who appreciate brands that support veterans or active-duty personnel
• Shoppers who want consistent blends available nationwide

Contact Information:

• Website: founderscigarco.com
• Address: 855 Village Center Dr, North Oaks, MN 55127, USA
• Facebook: www.facebook.com/founderscigarco
• Instagram: www.instagram.com/founderscigarco

8. Mike’s Cigars

Mike’s Cigars is a long-running cigar retailer based in Bay Harbor Islands, Florida. The company started in the 1950s and has since developed a large online store offering a wide range of cigars, accessories, and related products. Though the retail location is in South Florida, customers in Jacksonville can order online and have products shipped directly.

The website features hundreds of cigar brands including Padron, Oliva, Arturo Fuente, Cohiba, and Montecristo. Customers can shop for individual cigars, samplers, bundles, and double stacks. In addition to cigars, the store also offers humidors, lighters, cutters, and ashtrays. Mike’s Cigars runs a loyalty program, cigar-of-the-month club, and regular discount promotions.

The online platform caters to both beginners and experienced cigar smokers with a range of price points and product types. There are also educational resources available on the site, including blogs and product guides.

Key Highlights:

• Online store with a large variety of cigar brands
• Ships to Jacksonville and nationwide
• Offers samplers, bulk cigars, and accessories
• Loyalty points and monthly cigar club options
• Retail history dating back to the 1950s

Who Will Love This Place:

• Jacksonville customers looking for online cigar delivery
• Smokers who want to browse a wide selection of brands
• People looking for curated sampler packs or combo deals
• Cigar enthusiasts interested in bulk orders or rare finds
• Users who want extra features like a loyalty program or monthly subscription

Contact Information:

• Website: mikescigars.com
• Address: 1030 Kane Concourse, Bay Harbor Islands, FL, 33154
• Phone: +1 (800) 962-4427
• E-mail: [email protected]
• Facebook: www.facebook.com/mikescigars
• Instagram: www.instagram.com/mikescigars

9. Online Cigars

Online Cigars is a web-based cigar retailer offering international delivery of Cuban and non-Cuban cigars. The company ships to the United States, including Jacksonville, and provides a selection that includes brands like Cohiba, Montecristo, Romeo y Julieta, Davidoff, AJ Fernandez, Perdomo, and others. The store specializes in both traditional Habanos and newer brands from various regions.

Cigars are offered in singles, 5-packs, boxes, and bulk orders, and purchases are shipped with humidity control. The online store also runs regular specials and provides order support via email. Customers can browse Cuban and new-world cigar categories, take a quiz to help select a cigar, or use the quick-order system for fast checkout.

This is a fully online operation with no physical retail location. Buyers in Jacksonville looking for global cigar options can use the site to access brands that may not be widely available locally.

Key Highlights:

• Sells both Cuban and non-Cuban cigars
• Offers shipping to Jacksonville and worldwide
• Features brands like Cohiba, Montecristo, Davidoff, and Perdomo
• Cigar quiz and quick-order tools available
• Orders ship with humidity control packaging

Who Will Love This Place:

• Jacksonville smokers interested in authentic Cuban cigars
• Buyers looking for international brands not always found locally
• Customers who prefer online shopping with direct delivery
• People ordering cigars in bulk or box quantities
• Smokers who want to explore both classic and modern cigar lines

Contact Information:

• Website: online-cigars.com
• E-mail: [email protected]
• Facebook: www.facebook.com/onlinecigarsswitzerland
• Instagram: www.instagram.com/onlinecigarsswiss

10. JR Cigars

JR Cigars is an online cigar retailer that has been operating since 1971. While the company’s main warehouse and operations are based in North Carolina, customers in Jacksonville can place orders through the website and have cigars delivered directly. The store carries a large inventory of both premium and value cigars, along with accessories such as cutters, humidors, lighters, and ashtrays.

The site includes well-known cigar brands like Montecristo, Romeo y Julieta, Oliva, Drew Estate, AJ Fernandez, and Rocky Patel. Customers can also find house brands, exclusive bundles, samplers, and limited editions. JR Cigars has programs like the Insider Loyalty Program and auto-ship options for repeat customers. Their inventory includes cigars by the box, pack, or single, with budget ranges that appeal to different types of smokers.

The company supports both casual and long-time smokers, offering resources like a blog, product filters, and a concierge team for recommendations. Daily discounts and rotating deals are common throughout the site.

Key Highlights:

• Nationwide cigar delivery including to Jacksonville
• Large online selection of premium and house brand cigars
• Includes cigar accessories, samplers, and gift items
• Loyalty rewards and auto-ship options available

Who Will Love This Place:

• Jacksonville smokers looking for reliable online cigar delivery
• Customers wanting a wide range of cigar brands and prices
• New smokers looking for samplers or beginner recommendations
• People who prefer managing recurring cigar orders online
• Shoppers interested in deals, bundles, and exclusive offers

Contact Information:

• Website: www.jrcigars.com
• Address: 2589 Eric Lane, Burlington, NC 27215
• Phone: (800) 574-3576
• E-mail: [email protected]
• Twitter: x.com/JRCigars
• Facebook: www.facebook.com/jrcigars
• Instagram: www.instagram.com/jrcigars

Conclusion

Jacksonville has a solid mix of cigar shops, lounges, and online options that make it easy for anyone to find what they’re looking for. Whether you enjoy relaxing in a local lounge, picking up a few sticks on your way home, or ordering boxes online to be delivered to your door, there’s something here that works for every kind of cigar smoker.

Some spots are built for hanging out with friends over a drink and a game, while others focus more on carrying a deep selection of cigars. There are also shops that blend both, giving you space to relax and explore new brands at the same time.

At the end of the day, it’s all about finding a place–or a few–that fits your routine, budget, and taste. If you’re in Jacksonville or just passing through, there’s no shortage of good options to light up and unwind.